N-{3-[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluorophenyl}(2,2,3,3,3-2H5)propane-1-sulfonamide

• ChemBase ID: 179476
• Molecular Formular: C23H18ClF2N3O3S
• Molecular Mass: 489.9221264
• Monoisotopic Mass: 489.07254657
• SMILES: c1c(cc2c(n1)[nH]cc2C(=O)c1c(ccc(c1F)NS(=O)(=O)CCC)F)c1ccc(cc1)Cl
• Canonical SMILES: CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1ccc(cc1)Cl)F
• InChI: InChI=1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)
• InChIKey: GPXBXXGIAQBQNI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluorophenyl}(2,2,3,3,3-^2H₅)propane-1-sulfonamide
• IUPAC Traditional name: N-{3-[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluorophenyl}(2,2,3,3,3-^2H₅)propane-1-sulfonamide
• Synonyms: N-[3-[[5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl]-2,4-difluorophenyl]-1-propanesulfonamide-d5; PLX 4032-d5; RG 7204-d5; Ro 51-85426-d5; Vemurafenib-d5

Database IDs

• PubChem SID: 164235386
• PubChem CID: 56941618

CALCULATED PROPERTIES

• Acid pKa: 7.1725626
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.612394
• LogD (pH = 7.4): 4.269431
• Log P: 4.6224833
• Molar Refractivity: 121.9691 cm^3
• Polarizability: 48.621124 Å^3
• Polar Surface Area: 91.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - V118502

Labelled Vemurafeni, a selective BRAFV600E kinase inhibitor; an antitumor agent. Vemurafenib functions by inhibiting the proliferation and mitogen-activated protein/extracellular signal-regulated kinase (ERK) kinase and ERK phosphorylation in a panel of t

REFERENCES

• Halaban, R. et al.: Pigm. Cell. Melonoma Res., 23, 190 (2010)
• Yang, H. et al.: Cancer Res., 70, 5518 (2010)
• Comin-Anduix, B. et al.: Clin. Cancer Res., 16, 6040 (2010)